“Some people can’t believe in themselves until someone believes in them first.” – Sean Maguire

“You’ll have bad times, but it’ll always wake you up to the good stuff you weren’t paying attention to.” – Sean Maguire

“You’re not perfect, sport, and let me save you the suspense: this girl you’ve met, she’s not perfect either. But the question is whether or not you’re perfect for each other.” – Sean Maguire

“It’s not your fault.” – Sean Maguire, consoling Will Hunting

“You think I know the first thing about how hard your life has been, how you feel, who you are, because I read Oliver Twist? Does that encapsulate you?” – Sean Maguire

“You see this? All this shit, it’s not your fault. It’s not your fault.” – Sean Maguire, comforting Will Hunting

“The best part of my day is when I make you laugh.” – Will Hunting

“The question isn’t ‘what are we going to do,’ the question is ‘what aren’t we going to do?'” – Will Hunting

“You’re afraid of me because you’re afraid of what you might learn about yourself.” – Sean Maguire

“So if I asked you about art, you’d probably give me the skinny on every art book ever written. Michelangelo, you know a lot about him. Life’s work, political aspirations, him and the pope, sexual orientation, the whole works, right? But I bet you can’t tell me what it smells like in the Sistine Chapel.” – Sean Maguire

“Some people go their whole lives without ever really living a single minute.” – Chuckie Sullivan

“Every single day I stand outside, and I wonder if this is the day I’m finally going to feel something.” – Will Hunting

“You know, you’d be amazed how far trust can get you.” – Gerald Lambeau

“I can’t learn anything from you I can’t read in some f***in’ book unless you want to talk about you, who you are. Then I’m fascinated. I’m in. But you don’t want to do that do you sport? You’re terrified of what you might say.” – Sean Maguire

“Real loss is only possible when you love something more than you love yourself.” – Sean Maguire

“It’s not about whether they deserved it or not, ’cause once you go down that road, you’re lost.” – Sean Maguire

“He’s a tough kid. No one wanted to help me.” – Sean Maguire, referring to Will Hunting

“You don’t understand, if I give it to you, you’re gonna just breeze through it, then end up at some job that you hate.” – Sean Maguire

“It’s not your fault, Will.” – Sean Maguire, consoling Will Hunting

“And you’ll never have that, that intimacy. You know that. That being able to look at someone and know them, deep down.” – Sean Maguire

“I might even be proud of you, if that didn’t make you think of me as an a**hole.” – Sean Maguire

“You’re a first year grad student. You just got finished reading some Marxian historian, Pete Garrison prob’ly. You’re gonna be convinced of that ’til next month when you get to James Lemon. Then you’re gonna be talking about how the economies of Virginia and Pennsylvania were entrepreneurial and capitalist back in 1740. That’s gonna last until next year.” – Will Hunting

“If you ever disrespect my wife again, I will end you. I will f***ing end you. You got that, chief?” – Will Hunting

“You’ve wasted $150,000 on an education you could have gotten for a buck fifty in late charges at the public library.” – Will Hunting

“The only thing I see that I really like are the art books.” – Chuckie Sullivan.